zolmitriptan   Click here for help

GtoPdb Ligand ID: 60

Synonyms: 311C90 | Zomig®
Approved drug
zolmitriptan is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Zolmitriptan is triptan type serotonin receptor agonist that is used as an anti-migraine drug. It is selective for the 1B and 1D 5-HT receptor subtypes. Zolmitriptan is the only triptan known to be converted to an active N-desmethyl metabolite which has higher affinity for the 5-HT1D and 5-HT1B receptors than the parent molecule
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: zolmitriptan

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 57.36
Molecular weight 287.16
XLogP 1.59
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CN(CCc1c[nH]c2c1cc(CC1COC(=O)N1)cc2)C
Isomeric SMILES CN(CCc1c[nH]c2c1cc(C[C@H]1COC(=O)N1)cc2)C
InChI InChI=1S/C16H21N3O2/c1-19(2)6-5-12-9-17-15-4-3-11(8-14(12)15)7-13-10-21-16(20)18-13/h3-4,8-9,13,17H,5-7,10H2,1-2H3,(H,18,20)/t13-/m0/s1
InChI Key ULSDMUVEXKOYBU-ZDUSSCGKSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997))
IUPAC Name Click here for help
(4S)-4-[[3-(2-dimethylaminoethyl)-1H-indol-5-yl]methyl]-1,3-oxazolidin-2-one
International Nonproprietary Names Click here for help
INN number INN
7408 zolmitriptan
Synonyms Click here for help
311C90 | Zomig®
Database Links Click here for help
BindingDB Ligand 50033383
CAS Registry No. 139264-17-8
ChEBI CHEBI:10124
ChEMBL Ligand CHEMBL1185
DrugBank Ligand DB00315
DrugCentral Ligand 2869
GtoPdb PubChem SID 135651366
PubChem CID 60857
Search Google for chemical match using the InChIKey ULSDMUVEXKOYBU-ZDUSSCGKSA-N
Search Google for chemicals with the same backbone ULSDMUVEXKOYBU
Search PubMed clinical trials zolmitriptan
Search PubMed titles zolmitriptan
Search PubMed titles/abstracts zolmitriptan
Search UniChem for chemical match using the InChIKey ULSDMUVEXKOYBU-ZDUSSCGKSA-N
Search UniChem for chemicals with the same backbone ULSDMUVEXKOYBU
Wikipedia Zolmitriptan

Product suppliers

View disclaimer

Tocris
Zolmitriptan
Cat. No. 4657